Elliptisine (BioDeep_00000867284)

Main id: BioDeep_00000017215

 

PANOMIX_OTCML-2023 Volatile Flavor Compounds


代谢物信息卡片


5-23-09-00417 (Beilstein Handbook Reference)

化学式: C17H14N2 (246.1156924)
中文名称: 玫瑰树碱
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC1=C(C=NC=C2)C2=C(C)C(N3)=C1C4=C3C=CC=C4
InChI: InChI=1S/C17H14N2/c1-10-14-9-18-8-7-12(14)11(2)17-16(10)13-5-3-4-6-15(13)19-17/h3-9,19H,1-2H3

描述信息

D000970 - Antineoplastic Agents > D000972 - Antineoplastic Agents, Phytogenic > D004611 - Ellipticines
D004791 - Enzyme Inhibitors > D014475 - Uncoupling Agents
Ellipticine (NSC 71795) is a potent antineoplastic agent; inhibits DNA topoisomerase II activities.
Ellipticine (NSC 71795) is a potent antineoplastic agent; inhibits DNA topoisomerase II activities.

同义名列表

46 个代谢物同义名

5-23-09-00417 (Beilstein Handbook Reference); 6H-Pyrido[4,3-b]carbazole, 5,11-dimethyl-; 6H-Pyrido(4,3-b)carbazole, 5,11-dimethyl-; 5,11-dimethyl-6H-pyrido(4,3-b)carbazole; 5,11-Dimethyl-6H-pyrido[4,3-b]carbazole; WLN: T D6 B656 FN LMJ C1 J1; Prestwick3_000614; Prestwick1_000614; Prestwick0_000614; Prestwick2_000614; EINECS 208-264-0; NCGC00015411-02; NCGC00015411-01; Probes2_000130; Probes1_000152; BPBio1_000604; Prestwick_194; BSPBio_000548; Lopac0_000531; ZINC00120296; NCI60_040685; MLS000028487; Neuro_000031; CAS-519-23-3; Lopac-E-3380; SPBio_002767; MLS000736786; SMR000058370; Elliptisine; Ellipticine; AIDS-001996; E3380_SIGMA; BRN 0221300; CCRIS 2003; AIDS001996; EU-0100531; NSC-71795; NSC 71795; ICIG 770; 519-23-3; NSC71795; C09154; K00071; CP 5; Ellipticine; Ellipticine



数据库引用编号

12 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(1)

PlantCyc(1)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

9 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。



文献列表

  • Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
  • Hongyan Ma, Huiyun Liang, Shengxin Cai, Barry R O'Keefe, Susan L Mooberry, Robert H Cichewicz. An Integrated Strategy for the Detection, Dereplication, and Identification of DNA-Binding Biomolecules from Complex Natural Product Mixtures. Journal of natural products. 2021 03; 84(3):750-761. doi: 10.1021/acs.jnatprod.0c00946. [PMID: 33226219]
  • Patcharee Arsakhant, Uthaiwan Sirion, Arthit Chairoungdua, Kanoknetr Suksen, Pawinee Piyachaturawat, Apichart Suksamrarn, Rungnapha Saeeng. Design and synthesis of C-12 dithiocarbamate andrographolide analogues as an anticancer agent. Bioorganic & medicinal chemistry letters. 2020 07; 30(14):127263. doi: 10.1016/j.bmcl.2020.127263. [PMID: 32527561]
  • Xingli Li, Chenxian Ye, Mubarak Mulati, Lei Sun, Feng Qian. Ellipticine blocks synergistic effects of IL-17A and TNF-α in epithelial cells and alleviates severe acute pancreatitis-associated acute lung injury. Biochemical pharmacology. 2020 07; 177(?):113992. doi: 10.1016/j.bcp.2020.113992. [PMID: 32335141]
  • Jittra Kornsakulkarn, Somporn Palasarn, Wilunda Choowong, Tienthong Thongpanchang, Nattawut Boonyuen, Rattaket Choeyklin, Thitiya Boonpratuang, Masahiko Isaka, Chawanee Thongpanchang. Antimalarial 9-Methoxystrobilurins, Oudemansins, and Related Polyketides from Cultures of Basidiomycete Favolaschia Species. Journal of natural products. 2020 04; 83(4):905-917. doi: 10.1021/acs.jnatprod.9b00647. [PMID: 32193929]
  • Zhi Xu, Shi-Jia Zhao, Yi Liu. 1,2,3-Triazole-containing hybrids as potential anticancer agents: Current developments, action mechanisms and structure-activity relationships. European journal of medicinal chemistry. 2019 Dec; 183(?):111700. doi: 10.1016/j.ejmech.2019.111700. [PMID: 31546197]
  • Parichat Suebsakwong, Jie Wang, Phorntip Khetkam, Natthida Weerapreeyakul, Jing Wu, Yun Du, Zhu-Jun Yao, Jian-Xin Li, Apichart Suksamrarn. A Bioreductive Prodrug of Cucurbitacin B Significantly Inhibits Tumor Growth in the 4T1 Xenograft Mice Model. ACS medicinal chemistry letters. 2019 Oct; 10(10):1400-1406. doi: 10.1021/acsmedchemlett.9b00161. [PMID: 31620225]
  • Yao-Hao Xu, Wei Li, Yong Rao, Zhi-Shu Huang, Sheng Yin. Pyridocarbazole alkaloids from Ochrosia borbonica: lipid-lowering agents inhibit the cell proliferation and adipogenesis of 3T3-L1 adipocyte via intercalating into supercoiled DNA. Chinese journal of natural medicines. 2019 Sep; 17(9):663-671. doi: 10.1016/s1875-5364(19)30080-9. [PMID: 31526501]
  • Lei Zhang, Jiang Xu, Feng Wang, Yong Ding, Toby Wang, Grace Jin, Matthew Martz, Zhongzheng Gui, Pingkai Ouyang, P Chen. Histidine-Rich Cell-Penetrating Peptide for Cancer Drug Delivery and Its Uptake Mechanism. Langmuir : the ACS journal of surfaces and colloids. 2019 03; 35(9):3513-3523. doi: 10.1021/acs.langmuir.8b03175. [PMID: 30673275]
  • Sudarat Sombut, Rada Bunthawong, Uthaiwan Sirion, Teerapich Kasemsuk, Pawinee Piyachaturawat, Kanoknetr Suksen, Apichart Suksamrarn, Rungnapha Saeeng. Synthesis of 14-deoxy-11,12-didehydroandrographolide analogues as potential cytotoxic agents for cholangiocarcinoma. Bioorganic & medicinal chemistry letters. 2017 12; 27(23):5139-5143. doi: 10.1016/j.bmcl.2017.10.063. [PMID: 29097170]
  • Sara Cruz-Morales, Jhon Castañeda-Gómez, Daniel Rosas-Ramírez, Mabel Fragoso-Serrano, Gabriela Figueroa-González, Argelia Lorence, Rogelio Pereda-Miranda. Resin Glycosides from Ipomoea alba Seeds as Potential Chemosensitizers in Breast Carcinoma Cells. Journal of natural products. 2016 Dec; 79(12):3093-3104. doi: 10.1021/acs.jnatprod.6b00782. [PMID: 28006904]
  • Sakchai Hongthong, Jatuporn Meesin, Phanruethai Pailee, Darunee Soorukram, Palangpon Kongsaeree, Samran Prabpai, Pawinee Piyachaturawat, Surawat Jariyawat, Kanoknetr Suksen, Thaworn Jaipetch, Narong Nuntasaen, Vichai Reutrakul, Chutima Kuhakarn. Cytotoxic lanostanes from fruits of Garcinia wallichii Choisy (Guttiferae). Bioorganic & medicinal chemistry letters. 2016 12; 26(23):5773-5779. doi: 10.1016/j.bmcl.2016.10.045. [PMID: 27793565]
  • Thanika Promchai, Atchara Jaidee, Sarot Cheenpracha, Kongkiat Trisuwan, Roonglawan Rattanajak, Sumalee Kamchonwongpaisan, Surat Laphookhieo, Stephen G Pyne, Thunwadee Ritthiwigrom. Antimalarial Oxoprotoberberine Alkaloids from the Leaves of Miliusa cuneata. Journal of natural products. 2016 Apr; 79(4):978-83. doi: 10.1021/acs.jnatprod.5b01054. [PMID: 26928423]
  • Lei Zhang, W F Drew Bennett, Tao Zheng, Ping-Kai Ouyang, Xinping Ouyang, Xueqing Qiu, Anqi Luo, Mikko Karttunen, P Chen. Effect of Cholesterol on Cellular Uptake of Cancer Drugs Pirarubicin and Ellipticine. The journal of physical chemistry. B. 2016 Mar; 120(12):3148-56. doi: 10.1021/acs.jpcb.5b12337. [PMID: 26937690]
  • Sheng Lu, W F Drew Bennett, Yong Ding, Lei Zhang, Helen Y Fan, Danyang Zhao, Tao Zheng, Ping-Kai Ouyang, Jason Li, Yan Wu, Wen Xu, Dafeng Chu, Yongfang Yuan, Heiko Heerklotz, Mikko Karttunen, P Chen. Design and Characterization of a Multifunctional pH-Triggered Peptide C8 for Selective Anticancer Activity. Advanced healthcare materials. 2015 Dec; 4(17):2709-18. doi: 10.1002/adhm.201500636. [PMID: 26474414]
  • Ha T T Nguyen, Ngan B Truong, Huong T M Doan, Marc Litaudon, Pascal Retailleau, Thao T Do, Hung V Nguyen, Minh V Chau, Cuong V Pham. Cytotoxic Clerodane Diterpenoids from the Leaves of Casearia grewiifolia. Journal of natural products. 2015 Nov; 78(11):2726-30. doi: 10.1021/acs.jnatprod.5b00677. [PMID: 26516994]
  • Aneta Żabka, Konrad Winnicki, Justyna Teresa Polit, Janusz Maszewski. The effects of anti-DNA topoisomerase II drugs, etoposide and ellipticine, are modified in root meristem cells of Allium cepa by MG132, an inhibitor of 26S proteasomes. Plant physiology and biochemistry : PPB. 2015 Nov; 96(?):72-82. doi: 10.1016/j.plaphy.2015.07.016. [PMID: 26233708]
  • Raina Thakur, Anupam Das, Vandna Sharma, Chandan Adhikari, Kalyan Sundar Ghosh, Anjan Chakraborty. Interaction of different prototropic species of an anticancer drug ellipticine with HSA and IgG proteins: multispectroscopic and molecular modeling studies. Physical chemistry chemical physics : PCCP. 2015 Jul; 17(26):16937-46. doi: 10.1039/c4cp05734a. [PMID: 26060925]
  • Amrita Banerjee, Sulagna Sanyal, Parijat Majumder, Payal Chakraborty, Kuladip Jana, Chandrima Das, Dipak Dasgupta. Recognition of chromatin by the plant alkaloid, ellipticine as a dual binder. Biochemical and biophysical research communications. 2015 Jul; 462(4):352-7. doi: 10.1016/j.bbrc.2015.04.140. [PMID: 25960297]
  • Martin Studenovský, Ondřej Sedláček, Martin Hrubý, Jiří Pánek, Karel Ulbrich. Multi-responsive polymer micelles as ellipticine delivery carriers for cancer therapy. Anticancer research. 2015 Feb; 35(2):753-7. doi: NULL. [PMID: 25667454]
  • Jittra Suthiwong, Siripit Pitchuanchom, Wareeporn Wattanawongdon, Chariya Hahnvajanawong, Chavi Yenjai. Terpenoids from the root bark of Pterolobium macropterum. Journal of natural products. 2014 Nov; 77(11):2432-7. doi: 10.1021/np500476h. [PMID: 25337628]
  • Tuyet Anh Dang Thi, Nguyen Thi Kim Tuyet, Chinh Pham The, Ha Thanh Nguyen, Cham Ba Thi, Tien Doan Duy, Matthias D'hooghe, Tuyen Van Nguyen. Synthesis and cytotoxic evaluation of novel ester-triazole-linked triterpenoid-AZT conjugates. Bioorganic & medicinal chemistry letters. 2014 Nov; 24(22):5190-4. doi: 10.1016/j.bmcl.2014.09.079. [PMID: 25442310]
  • Ondrej Sedlacek, Jan Kucka, Jana Mattova, Martin Parizek, Martin Studenovsky, Marie Zadinova, Pavla Pouckova, Martin Hruby. Multistage-targeted pH-responsive polymer conjugate of Auger electron emitter: optimized design and in vivo activity. European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences. 2014 Oct; 63(?):216-25. doi: 10.1016/j.ejps.2014.07.012. [PMID: 25110352]
  • Andreia Montoia, Luiz F Rocha E Silva, Zelina E Torres, David S Costa, Marycleuma C Henrique, Emerson S Lima, Marne C Vasconcellos, Rita C Z Souza, Monica R F Costa, Andriy Grafov, Iryna Grafova, Marcos N Eberlin, Wanderli P Tadei, Rodrigo C N Amorim, Adrian M Pohlit. Antiplasmodial activity of synthetic ellipticine derivatives and an isolated analog. Bioorganic & medicinal chemistry letters. 2014 Jun; 24(12):2631-4. doi: 10.1016/j.bmcl.2014.04.070. [PMID: 24813729]
  • Raj Kumar Koninti, Abhigyan Sengupta, Krishna Gavvala, Nirmalya Ballav, Partha Hazra. Loading of an anti-cancer drug onto graphene oxide and subsequent release to DNA/RNA: a direct optical detection. Nanoscale. 2014 Mar; 6(5):2937-44. doi: 10.1039/c3nr06081k. [PMID: 24477816]
  • Abhigyan Sengupta, Raj Kumar Koninti, Krishna Gavvala, Nirmalya Ballav, Partha Hazra. An anticancer drug to probe non-specific protein-DNA interactions. Physical chemistry chemical physics : PCCP. 2014 Mar; 16(9):3914-7. doi: 10.1039/c3cp54422b. [PMID: 24448495]
  • Raina Thakur, Anupam Das, Anjan Chakraborty. The fate of anticancer drug, ellipticine in DPPC and DMPC liposomes upon interaction with HSA: a photophysical approach. Journal of photochemistry and photobiology. B, Biology. 2014 Jan; 130(?):122-31. doi: 10.1016/j.jphotobiol.2013.10.016. [PMID: 24322006]
  • Santhi Latha Pandrangi, Rajasekhar Chikati, Pradeep Singh Chauhan, Chitta Suresh Kumar, Anropa Banarji, Sunita Saxena. Effects of ellipticine on ALDH1A1-expressing breast cancer stem cells--an in vitro and in silico study. Tumour biology : the journal of the International Society for Oncodevelopmental Biology and Medicine. 2014 Jan; 35(1):723-37. doi: 10.1007/s13277-013-1099-y. [PMID: 23982874]
  • Phurpa Wangchuk, Wangchuk Phurpa, Paul A Keller, Stephen G Pyne, Wilford Lie, Anthony C Willis, Roonglawan Rattanajak, Sumalee Kamchonwongpaisan. A new protoberberine alkaloid from Meconopsis simplicifolia (D. Don) Walpers with potent antimalarial activity against a multidrug resistant Plasmodium falciparum strain. Journal of ethnopharmacology. 2013 Dec; 150(3):953-9. doi: 10.1016/j.jep.2013.09.052. [PMID: 24120516]
  • Prapairat Seephonkai, Stephen G Pyne, Anthony C Willis, Wilford Lie. Bioactive compounds from the roots of Strophioblachia fimbricalyx. Journal of natural products. 2013 Jul; 76(7):1358-64. doi: 10.1021/np400268d. [PMID: 23806014]
  • Saptaparni Ghosh, Anirban Kar, Shantanu Chowdhury, Dipak Dasgupta. Ellipticine binds to a human telomere sequence: an additional mode of action as a putative anticancer agent?. Biochemistry. 2013 Jun; 52(24):4127-37. doi: 10.1021/bi400080t. [PMID: 23697684]
  • Naowarat Kongkum, Patoomratana Tuchinda, Manat Pohmakotr, Vichai Reutrakul, Pawinee Piyachaturawat, Surawat Jariyawat, Kanoknetr Suksen, Radeekorn Akkarawongsapat, Jitra Kasisit, Chanita Napaswad. Cytotoxic, antitopoisomerase IIα, and anti-HIV-1 activities of triterpenoids isolated from leaves and twigs of Gardenia carinata. Journal of natural products. 2013 Apr; 76(4):530-7. doi: 10.1021/np3006887. [PMID: 23550966]
  • Sarot Cheenpracha, Thunwadee Ritthiwigrom, Surat Laphookhieo. Alstoniaphyllines A-C, unusual nitrogenous derivatives from the bark of Alstonia macrophylla. Journal of natural products. 2013 Apr; 76(4):723-6. doi: 10.1021/np3006937. [PMID: 23806072]
  • L F Rocha e Silva, A Montoia, R C N Amorim, M R Melo, M C Henrique, S M Nunomura, M R F Costa, V F Andrade Neto, D S Costa, G Dantas, J Lavrado, R Moreira, A Paulo, A C Pinto, W P Tadei, R S Zacardi, M N Eberlin, A M Pohlit. Comparative in vitro and in vivo antimalarial activity of the indole alkaloids ellipticine, olivacine, cryptolepine and a synthetic cryptolepine analog. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2012 Dec; 20(1):71-6. doi: 10.1016/j.phymed.2012.09.008. [PMID: 23092722]
  • Wisanu Maneerat, Thunwadee Ritthiwigrom, Sarot Cheenpracha, Trinop Promgool, Kulsiri Yossathera, Suwanna Deachathai, Wong Phakhodee, Surat Laphookhieo. Bioactive carbazole alkaloids from Clausena wallichii roots. Journal of natural products. 2012 Apr; 75(4):741-6. doi: 10.1021/np3000365. [PMID: 22482432]
  • Weina Ma, Sheng Lu, Pei Pan, Parisa Sadatmousavi, Yongfang Yuan, P Chen. Pharmacokinetics of peptide mediated delivery of anticancer drug ellipticine. PloS one. 2012; 7(8):e43684. doi: 10.1371/journal.pone.0043684. [PMID: 22952737]
  • Volker M Arlt, Kateřina Levová, František Bárta, Zhanquan Shi, James D Evans, Eva Frei, Heinz H Schmeiser, Daniel W Nebert, David H Phillips, Marie Stiborová. Role of P450 1A1 and P450 1A2 in bioactivation versus detoxication of the renal carcinogen aristolochic acid I: studies in Cyp1a1-/-, Cyp1a2-/-, and Cyp1a1/1a2-/- mice. Chemical research in toxicology. 2011 Oct; 24(10):1710-9. doi: 10.1021/tx200259y. [PMID: 21932800]
  • Charlotte Passemar, Mariette Saléry, Patrice Njomnang Soh, Marie-Denise Linas, Alain Ahond, Christiane Poupat, Françoise Benoit-Vical. Indole and aminoimidazole moieties appear as key structural units in antiplasmodial molecules. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2011 Oct; 18(13):1118-25. doi: 10.1016/j.phymed.2011.03.010. [PMID: 21612900]
  • Sanghamitra Banerjee, Ashok Pabbathi, M Chandra Sekhar, Anunay Samanta. Dual fluorescence of ellipticine: excited state proton transfer from solvent versus solvent mediated intramolecular proton transfer. The journal of physical chemistry. A. 2011 Aug; 115(33):9217-25. doi: 10.1021/jp206232b. [PMID: 21812494]
  • Ferenc Zsila, Judit Kámán, Borbála Bogányi, Dávid Józsvai. Binding of alkaloids into the S1 specificity pocket of α-chymotrypsin: evidence from induced circular dichroism spectra. Organic & biomolecular chemistry. 2011 Jun; 9(11):4127-37. doi: 10.1039/c0ob01221a. [PMID: 21483967]
  • Hyun You, Hyung-Seop Youn, Isak Im, Man-Ho Bae, Sang-Kook Lee, Hyojin Ko, Soo Hyun Eom, Yong-Chul Kim. Design, synthesis and X-ray crystallographic study of NAmPRTase inhibitors as anti-cancer agents. European journal of medicinal chemistry. 2011 Apr; 46(4):1153-64. doi: 10.1016/j.ejmech.2011.01.034. [PMID: 21330015]
  • Ngoc Quang Tran, Xuan Hoi Pham, Renu Tuteja, Narendra Tuteja. Inhibition of unwinding and ATPase activities of pea MCM6 DNA helicase by actinomycin and nogalamycin. Plant signaling & behavior. 2011 Mar; 6(3):327-9. doi: 10.4161/psb.6.3.13355. [PMID: 21336027]
  • Uraiwan Songsiang, Tula Thongthoom, Chantana Boonyarat, Chavi Yenjai. Claurailas A-D, cytotoxic carbazole alkaloids from the roots of Clausena harmandiana. Journal of natural products. 2011 Feb; 74(2):208-12. doi: 10.1021/np100654m. [PMID: 21302964]
  • Richa Tiwary, Weiping Yu, Bob G Sanders, Kimberly Kline. α-TEA cooperates with chemotherapeutic agents to induce apoptosis of p53 mutant, triple-negative human breast cancer cells via activating p73. Breast cancer research : BCR. 2011 Jan; 13(1):R1. doi: 10.1186/bcr2801. [PMID: 21214929]
  • Astha Varma, Harish Padh, Neeta Shrivastava. Andrographolide: a new plant-derived antineoplastic entity on horizon. Evidence-based complementary and alternative medicine : eCAM. 2011; 2011(?):815390. doi: 10.1093/ecam/nep135. [PMID: 19752167]
  • Iyared Kumrit, Apichart Suksamrarn, Puttinan Meepawpan, Sineenard Songsri, Nuchnipa Nuntawong. Labdane-type diterpenes from Hedychium gardnerianum with potent cytotoxicity against human small cell lung cancer cells. Phytotherapy research : PTR. 2010 Jul; 24(7):1009-13. doi: 10.1002/ptr.3057. [PMID: 19960422]
  • Kristina Beijer, Alexandra Abrahamson, Björn Brunström, Ingvar Brandt. CYP1A inhibition in fish gill filaments: a novel assay applied on pharmaceuticals and other chemicals. Aquatic toxicology (Amsterdam, Netherlands). 2010 Jan; 96(2):145-50. doi: 10.1016/j.aquatox.2009.10.018. [PMID: 19913926]
  • Marie Stiborova, Michaela Moserova, Barbora Mrazova, Vera Kotrbova, Eva Frei. Role of cytochromes P450 and peroxidases in metabolism of the anticancer drug ellipticine: additional evidence of their contribution to ellipticine activation in rat liver, lung and kidney. Neuro endocrinology letters. 2010; 31 Suppl 2(?):26-35. doi: . [PMID: 21187821]
  • Somyote Sutthivaiyakit, Wantana Mongkolvisut, Samran Prabpai, Palangpon Kongsaeree. Diterpenes, sesquiterpenes, and a sesquiterpene-coumarin conjugate from Jatropha integerrima. Journal of natural products. 2009 Nov; 72(11):2024-7. doi: 10.1021/np900342b. [PMID: 19943622]
  • Walid Fayad, Mårten Fryknäs, Slavica Brnjic, Maria Hägg Olofsson, Rolf Larsson, Stig Linder. Identification of a novel topoisomerase inhibitor effective in cells overexpressing drug efflux transporters. PloS one. 2009 Oct; 4(10):e7238. doi: 10.1371/journal.pone.0007238. [PMID: 19798419]
  • Prapairat Seephonkai, Aphidech Sangdee, Pasakorn Bunchalee, Stephen G Pyne. Cytotoxic and antiplasmodial compounds from the roots of Strophioblachia fimbricalyx. Journal of natural products. 2009 Oct; 72(10):1892-4. doi: 10.1021/np900352n. [PMID: 19778068]
  • Vijaya M Lakshmi, Fong-Fu Hsu, Terry V Zenser. Identification of new 2-amino-3-methylimidazo[4,5-f]quinoline urinary metabolites from beta-naphthoflavone-treated mice. Drug metabolism and disposition: the biological fate of chemicals. 2009 Aug; 37(8):1690-7. doi: 10.1124/dmd.109.027342. [PMID: 19451400]
  • Somyote Sutthivaiyakit, Oracha Thongnak, Thitima Lhinhatrakool, Orapan Yodchun, Ratree Srimark, Prisana Dowtaisong, Mayuree Chuankamnerdkarn. Cytotoxic and antimycobacterial prenylated flavonoids from the roots of Eriosema chinense. Journal of natural products. 2009 Jun; 72(6):1092-6. doi: 10.1021/np900021h. [PMID: 19555123]
  • Suppamit Dettrakul, Sanya Surerum, Shuleewan Rajviroongit, Prasat Kittakoop. Biomimetic transformation and biological activities of Globiferin, a terpenoid benzoquinone from Cordia globifera. Journal of natural products. 2009 May; 72(5):861-5. doi: 10.1021/np9000703. [PMID: 19368377]
  • Kirandeep Kaur, Meenakshi Jain, Tarandeep Kaur, Rahul Jain. Antimalarials from nature. Bioorganic & medicinal chemistry. 2009 May; 17(9):3229-56. doi: 10.1016/j.bmc.2009.02.050. [PMID: 19299148]
  • Chao Lu, Wenge Wang, Wafik S El-Deiry. Non-genotoxic anti-neoplastic effects of ellipticine derivative NSC176327 in p53-deficient human colon carcinoma cells involve stimulation of p73. Cancer biology & therapy. 2008 Dec; 7(12):2039-46. doi: 10.4161/cbt.7.12.7461. [PMID: 19106635]
  • Anthony R Carroll, Rama Addepalli, Gregory Fechner, Jill Smith, Gordon P Guymer, Paul I Forster, Ronald J Quinn. Alkaloids from the Australian rainforest tree Ochrosia moorei. Journal of natural products. 2008 Jun; 71(6):1063-5. doi: 10.1021/np070655e. [PMID: 18412397]
  • Vijaya M Lakshmi, Fong Fu Hsu, Terry V Zenser. N-Demethylation is a major route of 2-amino-3-methylimidazo[4,5-f]quinoline metabolism in mouse. Drug metabolism and disposition: the biological fate of chemicals. 2008 Jun; 36(6):1143-52. doi: 10.1124/dmd.107.019166. [PMID: 18356269]
  • Marie Stiborová, Jiří Hudeček, Eva Frei, Heinz H Schmeiser. Contribution of biotransformation enzymes to the development of renal injury and urothelial cancer caused by aristolochic acid: urgent questions, difficult answers. Interdisciplinary toxicology. 2008 Jun; 1(1):8-12. doi: 10.2478/v10102-010-0023-1. [PMID: 21218097]
  • Beata Tylińska, Ryszard Jasztold-Howorko, Henryk Mastalarz, Katarzyna Szczaurska-Nowak, Joanna Wietrzyk. Synthesis and anticancer activity of new 1-substituted-6H-pyrido[4,3-b]carbazole derivatives. Archiv der Pharmazie. 2008 Jun; 341(6):351-6. doi: 10.1002/ardp.200700203. [PMID: 18404778]
  • Erming Tian, Terry H Landowski, Owen W Stephens, Shmuel Yaccoby, Bart Barlogie, John D Shaughnessy. Ellipticine derivative NSC 338258 represents a potential new antineoplastic agent for the treatment of multiple myeloma. Molecular cancer therapeutics. 2008 Mar; 7(3):500-9. doi: 10.1158/1535-7163.mct-07-0524. [PMID: 18319333]
  • Marie Stiborová, Volker M Arlt, Colin J Henderson, C Roland Wolf, Vera Kotrbová, Michaela Moserová, Jirí Hudecek, David H Phillips, Eva Frei. Role of hepatic cytochromes P450 in bioactivation of the anticancer drug ellipticine: studies with the hepatic NADPH:cytochrome P450 reductase null mouse. Toxicology and applied pharmacology. 2008 Feb; 226(3):318-27. doi: 10.1016/j.taap.2007.09.017. [PMID: 17976674]
  • Dagmar Aimová, Lucie Svobodová, Vera Kotrbová, Barbora Mrázová, Petr Hodek, Jirí Hudecek, Radka Václavíková, Eva Frei, Marie Stiborová. The anticancer drug ellipticine is a potent inducer of rat cytochromes P450 1A1 and 1A2, thereby modulating its own metabolism. Drug metabolism and disposition: the biological fate of chemicals. 2007 Oct; 35(10):1926-34. doi: 10.1124/dmd.107.016048. [PMID: 17656468]
  • Srinuan Tansuwan, Surachai Pornpakakul, Sophon Roengsumran, Amorn Petsom, Nongnuj Muangsin, Prakitsin Sihanonta, Narongsak Chaichit. Antimalarial benzoquinones from an endophytic fungus, Xylaria sp. Journal of natural products. 2007 Oct; 70(10):1620-3. doi: 10.1021/np0701069. [PMID: 17892262]
  • Somdej Kanokmedhakul, Kwanjai Kanokmedhakul, Ratsami Lekphrom. Bioactive constituents of the roots of Polyalthia cerasoides. Journal of natural products. 2007 Sep; 70(9):1536-8. doi: 10.1021/np070293a. [PMID: 17845001]
  • Marie Stiborová, Martina Rupertová, Dagmar Aimová, Helena Ryslavá, Eva Frei. Formation and persistence of DNA adducts of anticancer drug ellipticine in rats. Toxicology. 2007 Jul; 236(1-2):50-60. doi: 10.1016/j.tox.2007.03.026. [PMID: 17482743]
  • Valter F de Andrade-Neto, Adrian M Pohlit, Ana Cristina S Pinto, Ellen Cristina C Silva, Karla L Nogueira, Márcia R S Melo, Marycleuma C Henrique, Rodrigo C N Amorim, Luis Francisco R Silva, Mônica R F Costa, Rita C S Nunomura, Sergio M Nunomura, Wilson D Alecrim, M das Graças C Alecrim, F Célio M Chaves, Pedro Paulo R Vieira. In vitro inhibition of Plasmodium falciparum by substances isolated from Amazonian antimalarial plants. Memorias do Instituto Oswaldo Cruz. 2007 Jun; 102(3):359-65. doi: 10.1590/s0074-02762007000300016. [PMID: 17568942]
  • Surat Boonphong, Pakawan Puangsombat, Apiwat Baramee, Chulabhorn Mahidol, Somsak Ruchirawat, Prasat Kittakoop. Bioactive compounds from Bauhinia purpurea possessing antimalarial, antimycobacterial, antifungal, anti-inflammatory, and cytotoxic activities. Journal of natural products. 2007 May; 70(5):795-801. doi: 10.1021/np070010e. [PMID: 17480099]
  • Marie Stiborová, Jitka Poljaková, Helena Ryslavá, Martin Dracínský, Tomás Eckschlager, Eva Frei. Mammalian peroxidases activate anticancer drug ellipticine to intermediates forming deoxyguanosine adducts in DNA identical to those found in vivo and generated from 12-hydroxyellipticine and 13-hydroxyellipticine. International journal of cancer. 2007 Jan; 120(2):243-51. doi: 10.1002/ijc.22247. [PMID: 17066455]
  • Patoomratana Tuchinda, Bamroong Munyoo, Manat Pohmakotr, Pongchan Thinapong, Samaisukh Sophasan, Thawatchai Santisuk, Vichai Reutrakul. Cytotoxic styryl-lactones from the leaves and twigs of Polyalthia crassa. Journal of natural products. 2006 Dec; 69(12):1728-33. doi: 10.1021/np060323u. [PMID: 17190450]
  • Leide P Cavalcanti, Iris L Torriani. Thermotropic phase behavior of DPPC liposome systems in the presence of the anti-cancer agent 'Ellipticine'. European biophysics journal : EBJ. 2006 Dec; 36(1):67-71. doi: 10.1007/s00249-006-0077-3. [PMID: 16794849]
  • Kittisak Likhitwitayawuid, Acom Sornsute, Boonchoo Sritularak, Poonsakdi Ploypradith. Chemical transformations of oxyresveratrol (trans-2,4,3',5'-tetrahydroxystilbene) into a potent tyrosinase inhibitor and a strong cytotoxic agent. Bioorganic & medicinal chemistry letters. 2006 Nov; 16(21):5650-3. doi: 10.1016/j.bmcl.2006.08.018. [PMID: 16919455]
  • S Y Fung, J Duhamel, P Chen. Solvent effect on the photophysical properties of the anticancer agent ellipticine. The journal of physical chemistry. A. 2006 Oct; 110(40):11446-54. doi: 10.1021/jp062778y. [PMID: 17020255]
  • Rocío Argotte-Ramos, Guillermo Ramírez-Avila, María del Carmen Rodríguez-Gutiérrez, Marbella Ovilla-Muñoz, Humberto Lanz-Mendoza, Mario H Rodríguez, Manasés Gonzalez-Cortazar, Laura Alvarez. Antimalarial 4-phenylcoumarins from the stem bark of Hintonia latiflora. Journal of natural products. 2006 Oct; 69(10):1442-4. doi: 10.1021/np060233p. [PMID: 17067158]
  • Thitima Lhinhatrakool, Somyote Sutthivaiyakit. 19-Nor- and 18,20-epoxy-cardenolides from the leaves of Calotropis gigantea. Journal of natural products. 2006 Aug; 69(8):1249-51. doi: 10.1021/np060249f. [PMID: 16933890]
  • Rika Goda, Daichi Nagai, Yuji Akiyama, Kiyohiro Nishikawa, Isao Ikemoto, Yoshio Aizawa, Kiyoshi Nagata, Yasushi Yamazoe. Detection of a new N-oxidized metabolite of flutamide, N-[4-nitro-3-(trifluoromethyl)phenyl]hydroxylamine, in human liver microsomes and urine of prostate cancer patients. Drug metabolism and disposition: the biological fate of chemicals. 2006 May; 34(5):828-35. doi: 10.1124/dmd.105.008623. [PMID: 16507648]
  • L P Cavalcanti, O Konovalov, I L Torriani. Lipid model membranes for drug interaction study. European biophysics journal : EBJ. 2006 May; 35(5):431-8. doi: 10.1007/s00249-006-0050-1. [PMID: 16598469]
  • Yu-Chun Kuo, Po-Lin Kuo, Ya-Ling Hsu, Chien-Yu Cho, Chun-Ching Lin. Ellipticine induces apoptosis through p53-dependent pathway in human hepatocellular carcinoma HepG2 cells. Life sciences. 2006 Apr; 78(22):2550-7. doi: 10.1016/j.lfs.2005.10.041. [PMID: 16337242]
  • Somdej Kanokmedhakul, Kwanjai Kanokmedhakul, Itsara Kantikeaw, Nutchanat Phonkerd. 2-substituted furans from the roots of Polyalthia evecta. Journal of natural products. 2006 Jan; 69(1):68-72. doi: 10.1021/np0503202. [PMID: 16441071]
  • Po-Lin Kuo, Ya-Ling Hsu, Yu-Chun Kuo, Cheng-Hsiung Chang, Chun-Ching Lin. The anti-proliferative inhibition of ellipticine in human breast mda-mb-231 cancer cells is through cell cycle arrest and apoptosis induction. Anti-cancer drugs. 2005 Aug; 16(7):789-95. doi: 10.1097/01.cad.0000171768.36317.93. [PMID: 16027529]
  • Leanne Hanson, Leopold May, Pamela Tuma, James Keeven, Patrick Mehl, Michelle Ferenz, Suresh V Ambudkar, John Golin. The role of hydrogen bond acceptor groups in the interaction of substrates with Pdr5p, a major yeast drug transporter. Biochemistry. 2005 Jul; 44(28):9703-13. doi: 10.1021/bi0502994. [PMID: 16008355]
  • Albert Canals, Mònica Purciolas, Joan Aymamí, Miquel Coll. The anticancer agent ellipticine unwinds DNA by intercalative binding in an orientation parallel to base pairs. Acta crystallographica. Section D, Biological crystallography. 2005 Jul; 61(Pt 7):1009-12. doi: 10.1107/s0907444905015404. [PMID: 15983425]
  • Juthamanee Youkwan, Panida Srisomphot, Somyote Sutthivaiyakit. Bioactive constituents of the leaves of Phyllanthus polyphyllus var. siamensis. Journal of natural products. 2005 Jul; 68(7):1006-9. doi: 10.1021/np050001a. [PMID: 16038539]
  • Po-Lin Kuo, Ya-Ling Hsu, Cheng-Hsiung Chang, Chun-Ching Lin. The mechanism of ellipticine-induced apoptosis and cell cycle arrest in human breast MCF-7 cancer cells. Cancer letters. 2005 Jun; 223(2):293-301. doi: 10.1016/j.canlet.2004.09.046. [PMID: 15896464]
  • Jubo Liu, Faquan Zeng, Christine Allen. Influence of serum protein on polycarbonate-based copolymer micelles as a delivery system for a hydrophobic anti-cancer agent. Journal of controlled release : official journal of the Controlled Release Society. 2005 Mar; 103(2):481-97. doi: 10.1016/j.jconrel.2004.12.013. [PMID: 15763628]
  • Somdej Kanokmedhakul, Kwanjai Kanokmedhakul, Tanika Kanarsa, Mongkol Buayairaksa. New bioactive clerodane diterpenoids from the bark of Casearia grewiifolia. Journal of natural products. 2005 Feb; 68(2):183-8. doi: 10.1021/np049757k. [PMID: 15730240]
  • Raghvendra K Dubey, Edwin K Jackson, Delbert G Gillespie, Marinella Rosselli, Federica Barchiesi, Andree Krust, Hansjoerg Keller, Lefteris C Zacharia, Bruno Imthurn. Cytochromes 1A1/1B1- and catechol-O-methyltransferase-derived metabolites mediate estradiol-induced antimitogenesis in human cardiac fibroblast. The Journal of clinical endocrinology and metabolism. 2005 Jan; 90(1):247-55. doi: 10.1210/jc.2003-032154. [PMID: 15507517]
  • Angela A Salim, Mary J Garson, David J Craik. New indole alkaloids from the roots of Ochrosia acuminata. Journal of natural products. 2004 Oct; 67(10):1719-21. doi: 10.1021/np049812p. [PMID: 15497947]
  • M C E McFadyen, W T Melvin, G I Murray. Cytochrome P450 CYP1B1 activity in renal cell carcinoma. British journal of cancer. 2004 Aug; 91(5):966-71. doi: 10.1038/sj.bjc.6602053. [PMID: 15280921]
  • Somdej Kanokmedhakul, Kwanjai Kanokmedhakul, Komkrich Nambuddee, Palangpon Kongsaeree. New bioactive prenylflavonoids and dibenzocycloheptene derivative from roots of Dendrolobium lanceolatum. Journal of natural products. 2004 Jun; 67(6):968-72. doi: 10.1021/np030519j. [PMID: 15217275]
  • Maria Hägg, Maria Berndtsson, Aleksandra Mandic, Rong Zhou, Maria C Shoshan, Stig Linder. Induction of endoplasmic reticulum stress by ellipticine plant alkaloids. Molecular cancer therapeutics. 2004 Apr; 3(4):489-97. doi: . [PMID: 15078993]
  • Nichola C Garbett, David E Graves. Extending nature's leads: the anticancer agent ellipticine. Current medicinal chemistry. Anti-cancer agents. 2004 Mar; 4(2):149-72. doi: 10.2174/1568011043482070. [PMID: 15032720]
  • Apirak Puntumchai, Prasat Kittakoop, Shuleewan Rajviroongit, Saovaluk Vimuttipong, Kittisak Likhitwitayawuid, Yodhathai Thebtaranonth. Lakoochins A and B, new antimycobacterial stilbene derivatives from Artocarpus lakoocha. Journal of natural products. 2004 Mar; 67(3):485-6. doi: 10.1021/np030429e. [PMID: 15043440]
  • Hong-Jie Zhang, Kongmany Sydara, Ghee Teng Tan, Cuiying Ma, Bounhoong Southavong, D Doel Soejarto, John M Pezzuto, Harry H S Fong. Bioactive constituents from Asparagus cochinchinensis. Journal of natural products. 2004 Feb; 67(2):194-200. doi: 10.1021/np030370b. [PMID: 14987058]
  • Marie Stiborová, Andrea Breuer, Dagmar Aimová, Martina Stiborová-Rupertová, Manfred Wiessler, Eva Frei. DNA adduct formation by the anticancer drug ellipticine in rats determined by 32P postlabeling. International journal of cancer. 2003 Dec; 107(6):885-90. doi: 10.1002/ijc.11511. [PMID: 14601046]
  • Barbara C Spink, Mirza M Hussain, Barbara H Katz, Leslie Eisele, David C Spink. Transient induction of cytochromes P450 1A1 and 1B1 in MCF-7 human breast cancer cells by indirubin. Biochemical pharmacology. 2003 Dec; 66(12):2313-21. doi: 10.1016/j.bcp.2003.08.019. [PMID: 14637189]
  • Carmela Saturnino, Mariafrancesca Buonerba, Gianpiero Boatto, Maria Pascale, Ornella Moltedo, Lorenzo de Napoli, Daniela Montesarchio, Jean-Charles Lancelot, Paolo de Caprariis. Synthesis and preliminary biological evaluation of a new pyridocarbazole derivative covalently linked to a thymidine nucleoside as a potential targeted antitumoral agent. I. Chemical & pharmaceutical bulletin. 2003 Aug; 51(8):971-4. doi: 10.1248/cpb.51.971. [PMID: 12913238]
  • Netnapa Promsawan, Prasat Kittakoop, Surat Boonphong, Pakawan Nongkunsarn. Antitubercular cassane furanoditerpenoids from the roots of Caesalpinia pulcherrima. Planta medica. 2003 Aug; 69(8):776-7. doi: 10.1055/s-2003-42782. [PMID: 14531033]
  • Jirabhorn Thongtan, Prasat Kittakoop, Nijsiri Ruangrungsi, Janya Saenboonrueng, Yodhathai Thebtaranonth. New antimycobacterial and antimalarial 8,9-secokaurane diterpenes from Croton kongensis. Journal of natural products. 2003 Jun; 66(6):868-70. doi: 10.1021/np030067a. [PMID: 12828479]